Blackwood scored a UK #3 hit single in 2000, with the song "Mama Who Da Man", based on "Mama Used to Say" by his uncle Junior. The 200,000+ selling hit single was written and produced by Lucas Secon (Pussycat Dolls, Jordin Sparks, Sugababes) and Mickey P. He later followed it up with a couple more singles, "1, 2, 3, 4 Get With The Wicked" (#10) and "Someone There For Me" (#23) and released the ironically titled album You'll Love to Hate This (#10) in late 2000.[3]

Blackwood appeared on Brass Eye in 2001, during which he was tricked into saying that Internet paedophiles can make computer keyboards emit noxious fumes in order to subdue children. Blackwood even sniffed a keyboard and claimed it made him feel "suggestible". Blackwood also warned watching parents that exposure to the fumes would make their children "smell like hammers".[4] He had acting appearances in Holby City in 2003 and played the title character in the 2002 television series Ed Stone Is Dead. During May 2003, Blackwood appeared in Channel 5's Celebrity Detox Camp, which involved him being filmed "pumping 18 litres of coffee solution through his anus into [his] stomach".[5] In March 2007, he acted in the Bollywood smash-hit film Don't Stop Dreaming.[6][7] In 2005, Blackwood appeared in Princes of Comedii DVD release.

On 17 January 2015, it was announced that Blackwood would be joining the cast of EastEnders as mysterious character Vincent Hubbard. He made his first appearance on 17 February 2015, and had many connections to different characters before actually appearing on the square.

In a 2000 interview, Blackwood claimed that if he had not made it in show business he would have been "a graphic designer, designing buildings" (sic).[13] Blackwood is a cousin of the actor Vas Blackwood.